C9873

CPTH2

Name: CPTH2
Brand: SIGMA

≥98% (HPLC), powder

Synonym(s):

Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl)hydrazone

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₄ClN₃S

CAS Number:

357649-93-5

Molecular Weight:

291.80

MDL number:

MFCD02307488

UNSPSC Code:

12352200

PubChem Substance ID:

329775211

NACRES:

NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

Clc1ccc(cc1)-c2csc(N\N=C3\CCCC3)n2

InChI

1S/C14H14ClN3S/c15-11-7-5-10(6-8-11)13-9-19-14(16-13)18-17-12-3-1-2-4-12/h5-9H,1-4H2,(H,16,18)

InChI key

YYTHPXHGWSAKIZ-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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This Item	382111	SML1046	382110
Sigma-Aldrich C9873 CPTH2	Sigma-Aldrich 382111 Histone Acetyltransferase Inhibitor IV, CPTH2	Sigma-Aldrich SML1046 CHIR99021	Sigma-Aldrich 382110 Histone Acetyltransferase Inhibitor II
assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥97% (HPLC)
form powder	form solid	form powder	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C
solubility DMSO: >10 mg/mL	solubility DMSO: 50 mg/mL	solubility DMSO: 2 mg/mL, clear (warmed)	solubility ethanol: 10 mg/mL, DMSO: 25 mg/mL
color white to beige	color brown	color white to light brown	color yellow

General description

CPTH2 ((3-methylcyclopentylidene-[4-(4′-chlorophenyl)thiazol-2-yl]hydrazone)) inhibits histone acetyltransferase functionality and reduces acetylation of histone H3 [1] and H4.[2] CPTH2 promotes apoptosis in lymphoma cell lines.[2] It may serve as an anticancer agent. CPTH2 inhibits α-tubulin acetylation and modulates autophagic pathway in human acute myeloid leukemia cell lines.[3]

Application

CPTH2 has been used for the inhibition of histone acetyltransferase in cortical cultures,[4] bud cells[5] and natural killer T cells (iNKT).[6]

Biochem/physiol Actions

CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network.

CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network. Histone Acetyltransferase (HAT) inhibitor modulating Gcn5 network. Histone acetyltransferases (HATs) act as transcriptional coactivators. Histone acetylation plays an important role in regulating the chromatin structure and is tightly regulated by two classes of enzyme, histone acetyltransferases (HAT) and histone deacetylases (HDAC). Deregulated HAT and HDAC activity plays a role in the development of a range of cancers. Consequently, inhibitors of these enzymes have potential as anticancer agents.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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A novel histone acetyltransferase inhibitor modulating Gcn5 network: cyclopentylidene-[4-(4?-chlorophenyl) thiazol-2-yl) hydrazone

Chimenti F, et al.

Journal of Medicinal Chemistry, 52(2), 530-536 (2008)

Epigenetic profiling reveals a developmental decrease in promoter accessibility during cortical maturation in vivo

Venkatesh I, et al.

Neuroepigenetics, 8, 19-26 (2016)

CPTH6, a thiazole derivative, induces histone hypoacetylation and apoptosis in human leukemia cells

Trisciuoglio D, et al.

Clinical Cancer Research, 18(2), 475-486 (2012)

Interactive histone acetylation and methylation in regulating transdifferentiation-related genes during tunicate budding and regeneration

Shibuya M, et al.

Developmental Dynamics, 244(1), 10-20 (2015)

The lysine acetyltransferase GCN5 is required for iNKT cell development through EGR2 acetylation

Wang Y, et al.

Cell Reports, 20(3), 600-612 (2017)

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